Ethanol → 2-(4-Tert-butylphenoxy)acetic acid

HRID 485001

反応式

HRID 485001 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(O)C.C[O-].[Na+].Br[CH2:19][C:20]([OH:22])=[O:21]>CO.Cl>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([O:11][CH2:19][C:20]([OH:22])=[O:21])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

7

反応物 4

HCID 702EthanolHCID 6227Bromoacetic AcidHCID 73934-tert-ButylphenolHCID 10942334Sodium Methoxide

生成物 1

HCID 157182-(4-Tert-butylphenoxy)acetic acid

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒

実験手順

4-t-butylphenol, 37.5 gm, was added to 300 ml of ethanol. 57.2 gm of a 25% solution of sodium methoxide (2 equivalents) in methanol was then added to the system. The system was stirred at room temperature for approximately 0.5 hour. Afterwards, 29.5 ml of bromoacetic acid was added and the system then heated to reflux for 18 hours. The reaction was then stopped and the solvent removed by stripping. The resulting solid was dissolved in methylene chloride; dilute sodium hydroxide was added to give a basic pH. The resulting precipitate was dissolved in hydrochloric acid, and then extracted with methylene chloride. The methylene chloride was stripped and the resulting crude product air dried. Toluene was then added to the product. The toluene was removed by stripping and any remaining water was azeotroped off with the toluene to give 33.3 gm of 4-t-butylphenoxyacetic acid.

後処理

  1. temperaturethe system then heated
  2. temperatureto reflux for 18 hours
  3. customthe solvent removed by stripping
  4. dissolutionThe resulting solid was dissolved in methylene chloride
  5. additiondilute sodium hydroxide was added
  6. customto give a basic pH
  7. extractionextracted with methylene chloride
  8. dry with materialthe resulting crude product air dried
  9. additionToluene was then added to the product
  10. customThe toluene was removed
  11. customany remaining water was azeotroped off with the toluene

出典と根拠

ORDレコード
ord-4217d82642264f12bef6273d17ba76d3
出典データセット
uspto-grants-1985_08
特許番号
US04535087

関連ノート

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